#------------------------------------------------------------------------------ #$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012463.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2012463 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first m5 _journal_page_last m7 _publ_section_title ; Hydrogen-bonded adducts of ferrocene-1,1'-diylbis(diphenylmethanol): a finite cyclic 1: 1 adduct with 2,2'-dipyridylamine ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Zakaria, Choudhury M' 'Ferguson, George' 'Lough, Alan J.' 'Glidewell, Christopher' _chemical_formula_moiety 'C36 H30 Fe O2, C10 H9 N3' _chemical_formula_sum 'C46 H39 Fe N3 O2' _chemical_formula_weight 721.65 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.35070(10) _cell_length_b 16.8198(2) _cell_length_c 17.6306(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.6410(7) _cell_angle_gamma 90.00 _cell_volume 3626.80(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.322 _diffrn_ambient_temperature 150(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Fe1 .045060(17) -.084402(12) .207326(12) .02114(8) Uani d . 1 . . Fe O1 .23510(9) .07110(7) .28146(7) .0305(3) Uani d . 1 . . O O2 .03877(8) .10551(7) .29356(6) .0249(2) Uani d . 1 . . O C11 .18101(12) -.04398(9) .19363(9) .0228(3) Uani d . 1 . . C C12 .08563(12) -.00649(9) .13432(9) .0246(3) Uani d . 1 . . C C13 .01421(13) -.06650(10) .08470(9) .0284(3) Uani d . 1 . . C C14 .06504(13) -.14147(10) .11203(10) .0293(3) Uani d . 1 . . C C15 .16814(13) -.12796(9) .17914(10) .0263(3) Uani d . 1 . . C C16 .27662(12) .00100(9) .25646(9) .0237(3) Uani d . 1 . . C C41 .34308(13) -.05025(11) .33177(10) .0314(4) Uani d . 1 . . C C42 .40371(15) -.11411(12) .32292(13) .0435(5) Uani d . 1 . . C C43 .46390(18) -.16147(16) .39134(18) .0668(7) Uani d . 1 . . C C44 .46474(19) -.1429(2) .46854(16) .0773(10) Uani d . 1 . . C C45 .40805(18) -.0784(2) .47764(13) .0685(9) Uani d . 1 . . C C46 .34689(15) -.03199(14) .40995(11) .0453(5) Uani d . 1 . . C C31 .35319(12) .03387(9) .21811(10) .0260(3) Uani d . 1 . . C C32 .33558(14) .02205(10) .13593(10) .0300(3) Uani d . 1 . . C C33 .40530(16) .05694(11) .10404(12) .0376(4) Uani d . 1 . . C C34 .49201(16) .10283(12) .15336(13) .0428(5) Uani d . 1 . . C C35 .51188(16) .11328(13) .23608(14) .0472(5) Uani d . 1 . . C C36 .44287(14) .07898(12) .26826(12) .0382(4) Uani d . 1 . . C C24 .05373(13) -.14473(10) .31086(10) .0285(3) Uani d . 1 . . C C23 -.04668(13) -.16119(10) .24317(10) .0296(3) Uani d . 1 . . C C22 -.10340(13) -.08806(9) .21506(10) .0266(3) Uani d . 1 . . C C21 -.03730(12) -.02520(9) .26575(9) .0222(3) Uani d . 1 . . C C25 .05928(12) -.06139(9) .32545(9) .0244(3) Uani d . 1 . . C C26 -.06313(12) .06269(9) .26519(9) .0216(3) Uani d . 1 . . C C51 -.11991(12) .08036(9) .32396(9) .0229(3) Uani d . 1 . . C C52 -.14965(13) .15837(9) .33107(9) .0261(3) Uani d . 1 . . C C53 -.19582(14) .17801(10) .38667(10) .0300(3) Uani d . 1 . . C C54 -.21276(15) .11995(11) .43577(11) .0349(4) Uani d . 1 . . C C55 -.18580(17) .04228(11) .42799(12) .0411(4) Uani d . 1 . . C C56 -.13967(15) .02203(10) .37220(11) .0343(4) Uani d . 1 . . C C61 -.13319(12) .09287(9) .17821(9) .0231(3) Uani d . 1 . . C C62 -.08970(14) .14282(9) .13628(10) .0276(3) Uani d . 1 . . C C63 -.15347(15) .16938(10) .05656(10) .0352(4) Uani d . 1 . . C C64 -.26197(16) .14683(12) .01843(11) .0408(4) Uani d . 1 . . C C65 -.30682(15) .09836(12) .06025(11) .0391(4) Uani d . 1 . . C C66 -.24306(13) .07165(10) .13974(10) .0303(3) Uani d . 1 . . C N1 .26014(11) .21590(8) .39752(8) .0286(3) Uani d . 1 . . N N2 .14606(11) .16261(8) .45231(8) .0298(3) Uani d . 1 . . N C71 .21649(13) .22138(9) .45669(9) .0269(3) Uani d . 1 . . C C73 .09999(14) .16259(11) .50760(10) .0332(4) Uani d . 1 . . C C74 .12027(15) .21891(11) .56817(10) .0370(4) Uani d . 1 . . C C75 .19201(16) .28001(12) .57154(11) .0396(4) Uani d . 1 . . C C76 .24093(15) .28200(11) .51593(10) .0345(4) Uani d . 1 . . C C81 .31651(12) .27194(9) .37130(10) .0260(3) Uani d . 1 . . C N3 .35893(11) .33620(8) .41723(8) .0285(3) Uani d . 1 . . N C83 .40947(13) .38892(10) .38696(11) .0310(3) Uani d . 1 . . C C84 .42006(16) .38102(11) .31333(12) .0408(4) Uani d . 1 . . C C85 .37664(19) .31289(13) .26699(14) .0524(6) Uani d . 1 . . C C86 .32443(16) .25778(11) .29573(12) .0410(4) Uani d . 1 . . C H1 .1723 .0617 .2795 .046 Uiso calc R 1 . . H H2 .0617 .1129 .3449 .037 Uiso calc R 1 . . H H12 .0722 .0491 .1289 .030 Uiso calc R 1 . . H H13 -.0553 -.0580 .0410 .034 Uiso calc R 1 . . H H14 .0356 -.1918 .0896 .035 Uiso calc R 1 . . H H15 .2193 -.1677 .2090 .032 Uiso calc R 1 . . H H42 .4043 -.1256 .2703 .052 Uiso calc R 1 . . H H43 .5039 -.2059 .3852 .080 Uiso calc R 1 . . H H44 .5048 -.1752 .5151 .093 Uiso calc R 1 . . H H45 .4107 -.0653 .5308 .082 Uiso calc R 1 . . H H46 .3074 .0124 .4169 .054 Uiso calc R 1 . . H H32 .2760 -.0098 .1013 .036 Uiso calc R 1 . . H H33 .3926 .0488 .0476 .045 Uiso calc R 1 . . H H34 .5382 .1273 .1309 .051 Uiso calc R 1 . . H H35 .5728 .1439 .2708 .057 Uiso calc R 1 . . H H36 .4569 .0863 .3250 .046 Uiso calc R 1 . . H H24 .1077 -.1827 .3411 .034 Uiso calc R 1 . . H H23 -.0718 -.2122 .2205 .035 Uiso calc R 1 . . H H22 -.1728 -.0820 .1705 .032 Uiso calc R 1 . . H H25 .1174 -.0342 .3678 .029 Uiso calc R 1 . . H H52 -.1383 .1987 .2976 .031 Uiso calc R 1 . . H H53 -.2158 .2315 .3909 .036 Uiso calc R 1 . . H H54 -.2428 .1336 .4746 .042 Uiso calc R 1 . . H H55 -.1987 .0021 .4609 .049 Uiso calc R 1 . . H H56 -.1217 -.0318 .3672 .041 Uiso calc R 1 . . H H62 -.0155 .1591 .1624 .033 Uiso calc R 1 . . H H63 -.1224 .2030 .0284 .042 Uiso calc R 1 . . H H64 -.3055 .1645 -.0361 .049 Uiso calc R 1 . . H H65 -.3815 .0833 .0345 .047 Uiso calc R 1 . . H H66 -.2747 .0387 .1680 .036 Uiso calc R 1 . . H H1A .2508 .1696 .3724 .034 Uiso calc R 1 . . H H73 .0504 .1210 .5045 .040 Uiso calc R 1 . . H H74 .0866 .2163 .6064 .044 Uiso calc R 1 . . H H75 .2074 .3205 .6122 .048 Uiso calc R 1 . . H H76 .2901 .3235 .5177 .041 Uiso calc R 1 . . H H83 .4400 .4350 .4191 .037 Uiso calc R 1 . . H H84 .4557 .4205 .2946 .049 Uiso calc R 1 . . H H85 .3831 .3046 .2158 .063 Uiso calc R 1 . . H H86 .2943 .2110 .2649 .049 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Fe1 .02265(12) .01971(12) .02113(12) -.00083(8) .00885(8) -.00129(8) O1 .0272(6) .0299(6) .0391(6) -.0069(5) .0183(5) -.0123(5) O2 .0239(5) .0277(5) .0250(5) -.0070(4) .0119(4) -.0049(4) C11 .0252(7) .0235(7) .0221(7) -.0002(6) .0120(6) -.0009(5) C12 .0281(8) .0240(7) .0232(7) .0014(6) .0120(6) .0020(6) C13 .0303(8) .0333(8) .0202(7) -.0010(6) .0087(6) -.0015(6) C14 .0338(8) .0282(8) .0277(8) -.0029(6) .0143(6) -.0084(6) C15 .0299(8) .0237(7) .0284(7) .0024(6) .0149(6) -.0021(6) C16 .0230(7) .0244(7) .0246(7) -.0006(6) .0106(6) -.0016(6) C41 .0222(7) .0409(9) .0287(8) -.0058(7) .0078(6) .0075(7) C42 .0302(9) .0458(11) .0502(11) .0050(8) .0115(8) .0180(9) C43 .0352(11) .0661(16) .0883(19) .0107(10) .0136(11) .0418(14) C44 .0387(12) .118(2) .0594(15) -.0045(14) .0032(11) .0580(16) C45 .0320(11) .130(3) .0335(10) -.0167(13) .0027(8) .0290(13) C46 .0275(9) .0773(15) .0274(8) -.0144(9) .0071(7) .0068(9) C31 .0232(7) .0270(8) .0300(8) .0030(6) .0130(6) .0054(6) C32 .0334(8) .0278(8) .0337(8) .0077(6) .0185(7) .0056(6) C33 .0464(10) .0357(9) .0431(10) .0155(8) .0310(8) .0141(8) C34 .0376(10) .0408(10) .0631(13) .0095(8) .0340(9) .0188(9) C35 .0317(9) .0529(12) .0587(12) -.0092(9) .0198(9) .0061(10) C36 .0302(9) .0478(11) .0367(9) -.0087(8) .0135(7) .0022(8) C24 .0338(8) .0249(8) .0301(8) .0019(6) .0161(7) .0063(6) C23 .0324(8) .0235(7) .0377(9) -.0054(6) .0191(7) -.0015(6) C22 .0229(7) .0261(8) .0313(8) -.0044(6) .0113(6) -.0034(6) C21 .0235(7) .0223(7) .0229(7) -.0023(6) .0116(6) -.0014(5) C25 .0263(7) .0272(7) .0211(7) -.0009(6) .0109(6) .0007(6) C26 .0209(7) .0218(7) .0232(7) -.0031(5) .0101(5) -.0020(5) C51 .0224(7) .0261(7) .0215(7) -.0024(6) .0100(6) -.0015(5) C52 .0286(8) .0259(7) .0269(7) -.0019(6) .0143(6) -.0009(6) C53 .0341(8) .0286(8) .0325(8) -.0011(7) .0188(7) -.0055(6) C54 .0417(10) .0377(9) .0359(9) -.0035(7) .0265(8) -.0038(7) C55 .0592(12) .0343(9) .0462(10) -.0002(8) .0382(10) .0064(8) C56 .0472(10) .0259(8) .0405(9) .0009(7) .0287(8) .0027(7) C61 .0261(7) .0221(7) .0229(7) .0026(6) .0116(6) -.0009(5) C62 .0335(8) .0246(7) .0286(8) .0011(6) .0165(6) .0000(6) C63 .0477(10) .0321(9) .0291(8) .0051(8) .0187(7) .0060(7) C64 .0477(11) .0454(11) .0246(8) .0088(8) .0097(7) .0055(7) C65 .0308(9) .0501(11) .0302(9) .0025(8) .0058(7) -.0016(8) C66 .0276(8) .0370(9) .0262(8) -.0013(7) .0106(6) -.0003(6) N1 .0333(7) .0235(6) .0290(7) -.0059(5) .0123(6) -.0049(5) N2 .0314(7) .0297(7) .0248(6) -.0067(6) .0078(5) .0000(5) C71 .0264(7) .0268(8) .0233(7) -.0024(6) .0055(6) .0009(6) C73 .0339(9) .0355(9) .0277(8) -.0052(7) .0099(7) .0057(7) C74 .0424(10) .0425(10) .0284(8) -.0031(8) .0165(7) .0020(7) C75 .0505(11) .0394(10) .0287(8) -.0065(8) .0156(8) -.0065(7) C76 .0407(9) .0328(9) .0293(8) -.0102(7) .0133(7) -.0057(7) C81 .0222(7) .0243(7) .0293(8) -.0002(6) .0078(6) -.0004(6) N3 .0262(6) .0269(7) .0297(7) -.0041(5) .0083(5) -.0026(5) C83 .0258(8) .0271(8) .0372(9) -.0047(6) .0095(7) -.0036(7) C84 .0451(10) .0384(10) .0456(10) -.0145(8) .0252(9) -.0064(8) C85 .0691(14) .0536(12) .0514(12) -.0251(11) .0418(11) -.0174(10) C86 .0513(11) .0364(10) .0428(10) -.0154(8) .0269(9) -.0146(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 C15 . 2.0344(15) no Fe1 C11 . 2.0412(15) no Fe1 C22 . 2.0415(15) no Fe1 C21 . 2.0421(14) no Fe1 C14 . 2.0433(15) no Fe1 C23 . 2.0465(15) no Fe1 C24 . 2.0508(15) no Fe1 C25 . 2.0509(15) no Fe1 C13 . 2.0544(15) no Fe1 C12 . 2.0559(15) no O1 C16 . 1.4449(18) no O1 H1 . .84 no O2 C26 . 1.4400(17) no O2 H2 . .84 no C11 C12 . 1.430(2) no C11 C15 . 1.433(2) no C11 C16 . 1.515(2) no C12 C13 . 1.423(2) no C12 H12 . .95 no C13 C14 . 1.421(2) no C13 H13 . .95 no C14 C15 . 1.428(2) no C14 H14 . .95 no C15 H15 . .95 no C16 C41 . 1.533(2) no C16 C31 . 1.537(2) no C41 C42 . 1.391(3) no C41 C46 . 1.393(3) no C42 C43 . 1.399(3) no C42 H42 . .95 no C43 C44 . 1.392(4) no C43 H43 . .95 no C44 C45 . 1.370(4) no C44 H44 . .95 no C45 C46 . 1.385(3) no C45 H45 . .95 no C46 H46 . .95 no C31 C32 . 1.386(2) no C31 C36 . 1.394(2) no C32 C33 . 1.395(2) no C32 H32 . .95 no C33 C34 . 1.373(3) no C33 H33 . .95 no C34 C35 . 1.385(3) no C34 H34 . .95 no C35 C36 . 1.387(3) no C35 H35 . .95 no C36 H36 . .95 no C24 C23 . 1.420(2) no C24 C25 . 1.422(2) no C24 H24 . .95 no C23 C22 . 1.425(2) no C23 H23 . .95 no C22 C21 . 1.436(2) no C22 H22 . .95 no C21 C25 . 1.433(2) no C21 C26 . 1.517(2) no C25 H25 . .95 no C26 C61 . 1.528(2) no C26 C51 . 1.538(2) no C51 C52 . 1.391(2) no C51 C56 . 1.391(2) no C52 C53 . 1.391(2) no C52 H52 . .95 no C53 C54 . 1.383(2) no C53 H53 . .95 no C54 C55 . 1.377(3) no C54 H54 . .95 no C55 C56 . 1.396(2) no C55 H55 . .95 no C56 H56 . .95 no C61 C62 . 1.391(2) no C61 C66 . 1.393(2) no C62 C63 . 1.393(2) no C62 H62 . .95 no C63 C64 . 1.383(3) no C63 H63 . .95 no C64 C65 . 1.386(3) no C64 H64 . .95 no C65 C66 . 1.390(2) no C65 H65 . .95 no C66 H66 . .95 no N1 C71 . 1.387(2) no N1 C81 . 1.396(2) no N1 H1A . .88 no N2 C71 . 1.345(2) no N2 C73 . 1.345(2) no C71 C76 . 1.401(2) no C73 C74 . 1.371(3) no C73 H73 . .95 no C74 C75 . 1.390(3) no C74 H74 . .95 no C75 C76 . 1.379(2) no C75 H75 . .95 no C76 H76 . .95 no C81 N3 . 1.333(2) no C81 C86 . 1.399(2) no N3 C83 . 1.347(2) no C83 C84 . 1.367(2) no C83 H83 . .95 no C84 C85 . 1.392(3) no C84 H84 . .95 no C85 C86 . 1.373(3) no C85 H85 . .95 no C86 H86 . .95 no